LEWIS ACID CATALYZED CONDENSATION OF 2-AMINOHETARENE <i>N</i>-OXIDES WITH <i>N</i>,<i>N</i>-DIMETHYLFORMAMIDE DIMETHYL ACETAL

Authors

  • Сергей А. Каралаш N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Дмитрий М. Быстров N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Иван В. Ананьев A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991, Russia
  • Леонид Л. Ферштат N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

DOI:

https://doi.org/10.1007/6407

Keywords:

azines, heterocyclic N-oxides, Lewis acids, nitrogen-containing heterocycles, pyridines, condensation, protective groups.

Abstract

A method for the introduction of the N,N-dimethylformamidine protective group in a series of six-membered 2-aminohetarene N-oxides was developed. It was shown that 2-amino derivatives of N-oxides of various six-membered heterocycles (pyridines, pyrimidines, pyrazines, tetrazines) successfully enter the reaction. The stability of the N,N-dimethylformamidine protecting group in 2-aminohetarene N-oxides was found to depend on the type of reaction medium.

 

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Published

2021-11-26

Issue

Vol. 57 No. 11 (2021)

Section

Original Papers